Holiday houses in Oracabessa

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Top-rated holiday rentals in Oracabessa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Ocho Rios
4.92 out of 5 average rating, 62 reviews

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

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Guest favourite
Villa in Oracabessa
5.0 out of 5 average rating, 18 reviews

Olive Branch Villa Oracabessa *Luxury*

Just minutes from the beach and nestled in the exotic hills of Oracabessa, Olive Branch Villa sits on beautifully landscaped grounds with a panoramic view of the Caribbean Sea. This 10,900 square foot villa boasts 4 well appointed bedrooms each with a sea view. The villa features a swimming pool with a large deck overlooking the Oracabessa Bay with a fine dining experience and first class service to leave you with a smile. If it is your first visit we are confident that it won't be your last.

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Superhost
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.88 out of 5 average rating, 59 reviews

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

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Guest favourite
Home in Saint Mary
4.89 out of 5 average rating, 90 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

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Superhost
Home in Port Maria
4.79 out of 5 average rating, 29 reviews

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

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Superhost
Villa in Boscobel
4.88 out of 5 average rating, 25 reviews

3BR | A/C | 24HR | Ocho Rios 15 min | Beach 10 min

Welcome to ISLAND LUSH, nestled in a gated community in the hills, with 24/7 security. Modern amenities include A/C, ceiling fans, Wi-Fi, hot water, security cameras, 2 water tanks, and smart TVs. ISLAND LUSH is close to Ocho Rios, beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... NEW: 7-seater van for rent! We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside.

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Guest favourite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.96 out of 5 average rating, 77 reviews

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

FamilyLocationLong stay

Guest favourite
A modern living room is displayed featuring a light-colored sofa adorned with cushions. Dark wood side tables with rounded edges are positioned next to the sofa. Large windows allow natural light to illuminate the space, complemented by contemporary lamps and a circular coffee table.
Home in Ocho Rios
4.94 out of 5 average rating, 85 reviews

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

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Top Guest favourite
A tranquil scene is presented with two lounge chairs under large umbrellas, facing an infinity pool. The clear blue ocean and a large tree are visible in the background, providing a serene setting. Lush greenery surrounds the area, enhancing the outdoor space.
Apartment in Rio Nuevo
4.85 out of 5 average rating, 61 reviews

Lux Apartment*5 mins Beach*15 Min Ocho Rios*Secure

This luxurious ground floor apartment at the Crystal Resort with infinity pool has breath taking views, only 5 mins from the beach and 15 mins to bustling Ocho Rios offers the perfect place to stay for the most discerning holiday makers Ian Fleming airport is 5 minutes drive away, with daily flights to the USA Local shops 3 minutes drive away Walk directly from your apartment to the gorgeous pool, gazebo and outdoor shower, shared only with the hosts who rarely use it

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Superhost
Villa in Oracabessa
4.88 out of 5 average rating, 16 reviews

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!

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Guest favourite
The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.
Home in Tower Isle
4.94 out of 5 average rating, 309 reviews

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

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Superhost
A verandah offers a serene space with two comfortable chairs and a small table. A stack of books rests on the table beside a cup, with views of the ocean and palm trees in the background, enhancing a peaceful atmosphere.
Condo in Tower Isle
4.82 out of 5 average rating, 234 reviews

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. 5 minutes east of Ocho Rios, within walking distance to an oceanfront restaurant, local jerk centre, bar and grocery store. To ensure you have a seamless check in please ensure the number of guests in the reservation is the number of guests staying

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Popular amenities for Oracabessa holiday rentals